Kiplinger Medicare Open Enrollment Newsletter

From the basics to what really counts, we’ve got everything you need to know. Created for you@example.com | Web Version October 11, 2026 FOLLOW US: SIGN UP ⋅ WEBSITE Feature (Getty Images) The 2027 Medicare Open Enrollment Calendar The 2027 Medicare Open Enrollment period begins on Thursday. During open enrollment, beneficiaries have the ability to compare and adjust their coverage plans. If you’re thinking about making adjustments, these are the dates and deadlines you need to know to ensure you get the coverage you need. Dates To Know Financial Planning Medicare Basics: 12 Things You Need to Know Medicare is tricky. You need to decide when you want to enroll, which coverage plans you need, and what you can afford to pay out-of-pocket. Here are 12 Medicare basics you need to understand in order to transform the chaos of enrolling into a breeze. See List ADVERTISEMENT Ask a Pro: "How Can I Avoid Capital Gains Taxes on Stocks?" Holding periods, tax-loss harvesting, and account choice can all affect what you owe when you sell stocks. A financial advisor can help you build a tax-aware plan. Find and compare financial advisors who serve your area. Take the matching quiz In Case You Missed It (Getty Images) Who Qualifies for the New $90 Medicare Part B Rebate? President Trump recently announced that some lucky Medicare Part B enrollees are eligible to receive a $90 rebate. But, who qualifies, and if you do qualify, when will you receive your check? Are You Eligible? Savings You Can Save Hundreds on Your Medicare Supplement Plan Premium by Shopping Around, But Your Timing Is Key You did your research and signed up for the Medicare supplement plan that seemed right for you, and it’s been working. You don’t feel the need to make a switch. However, over time, the premium you’re paying can go up, and if you’re not paying attention to it, you could be losing money. Start Saving Watch Out (Getty Images) 8 Surprising Things Not Covered By Medicare Medicare unfortunately does not cover everything and with enrollment season approaching, knowing what your plan covers vs. what it doesn’t is more important than ever. What's Not Covered? ADVERTISEMENT Top 10 Fee-Only Financial Advisor Firms of 2026 Fee-only firms are compensated directly by clients and generally do not earn commissions from selling financial products. SmartAsset ranked the top 10 fee-only financial advisor firms of 2026 based on AUM, individual client count, age of firm, and more. See the list Games & Quizzes The IRMAA Income Trap Quiz: What Really Counts? One of the trickiest parts of navigating Medicare is the IRMAA (Income-Related Monthly Adjustment Amount). How you manage your money directly changes what you pay and can have unexpected consequences. Our quiz can test your knowledge of how the IRMAA works and help you brush up on your facts. Take Quiz MORE FROM KIPLINGER Don't miss our other free newsletters on everything from shopping and saving, to investing, taxes, retirement and more. Plus, get a free issue of Kiplinger Personal Finance magazine in our app. No download required! Visit the Kiplinger Store for money-saving offers to help you build wealth, cut taxes, and retire rich. And check out our corporate subscription rates for businesses and organizations. Follow Kiplinger Contact Us: Feedback | Advertise Sign Up | Print Publications | Unsubscribe Privacy Policy | Cookies Policy | Terms and Conditions When you purchase through links in our content, we may earn an affiliate commission. Future US LLC © Full 7th Floor, 130 West 42nd Street, New York, NY, 10036